Where to stay around Sheffield?

Our 2018 accommodation listings offer a large selection of 356 holiday lettings near Sheffield. From 236 houses to 39 cottages, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Sheffield for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Sheffield?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Sheffield:

  • Lenox: 38 holiday homes
  • Lakeville: 22 holiday homes
  • Copake Lake: 29 holiday homes
  • Housatonic: 23 holiday homes
  • Lee: 21 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Sheffield?

HomeAway offers a large selection of holiday accommodations near great places in Sheffield. From HomeAway travellers, the most popular points of interest to stay near are:

  • Ashley House: 580 holiday lettings
  • West Cornwall Covered Bridge: 261 holiday lettings
  • Hancock Shaker Village: 618 holiday lettings
  • Holley-Williams House Museum: 423 holiday lettings
  • Sunset Meadow Vineyards: 207 holiday lettings

But there are many other points of interest around Sheffield listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent houses in Sheffield?

Yes, of course. HomeAway offers 236 houses in Sheffield. Our other popular types of Sheffield holiday rentals include:

  • Cottages: 39 self catering accommodations
  • Chateaus: 16 self catering accommodations
  • Cabins: 14 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including farmhouses and more.

Can I find a holiday accommodation with pool in Sheffield?

Yes, you can select your preferred holiday accommodation with pool among our 67 holiday homes with pool available in Sheffield. Please use our search bar to access the selection of holiday rentals available.

    A holiday rental home in Sheffield, Massachusetts is a wonderful choice for your next breakaway to the northern United States

    There is something for everyone to enjoy when you choose Sheffield for a breakaway. A holiday rental home in Sheffield will put you close to all of the most popular activities and attractions in the Berkshires.

    Things to Do on Holiday to Sheffield, Massachusetts

    Whether you visit during the summer or the winter months you will find that there are many activities to enjoy. During the winter the activities include skiing, snowboarding, snowshoe treks and ice skating. Ski lessons and equipment rental are available. The spring and summer bring the opportunity for hiking, cycling, golf, boating and fishing. Visit nearby wineries to participate in a wine tasting or make a stop to a spa for a bit of pampering.

    Places to Visit on Holiday to Sheffield, Massachusetts

    Dozens of interesting attractions are located in and near Sheffield. Museums and lovely outdoor spots are amongst the offerings. The Emily Dickinson Museum and the Norman Rockwell Museum are each attractions dedicated to the work of a specific artist or writer. At these museums you can learn about the lives of the writer and artist and, at the Rockwell Museum, see examples of his work. Other museums are the Animajic Museum of Animation, Special Effects and Art, the Berkshire Scenic Railway Museum and the Bidwell House Museum. The Bidwell House Museum is the former home of a colonial era preacher. Here you can learn about what daily life was like during that time period. The Ashley House is another must-see for anyone interested in history. It was here that a slave made a decision to sue her owners for her freedom. The Appalachian Trail and the Ashuwillticook Rail Trails both offer gorgeous hiking and cycling trails as well as the chance to spot a variety of birds and other wildlife.

    Weather in Sheffield, Massachusetts

    Very cold winters and warm, pleasant summers are what you can expect when you holiday to Sheffield. The average low temperatures during the winter months are between -12° and -2° C and the average highs are 1° to 7° C. During the spring the average lows are between 6° and 11° C and the average spring highs are between 13° to 20° C. In the summer, the average lows are 11° to 13° C and the highs are 24° to 27° C. There is between 80 and 127 mm of snow or rain per month.

    Travel to Sheffield, Massachusetts

    The nearest airport to Sheffield is Bradley International Airport (BDL) which is 49 km away. Another option is Albany International Airport (ALB) which is 68 km from Sheffield. You will need a car for use during your stay.

    Activities and attractions in and around Sheffield

    Do you want to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Sheffield a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

    • Umpachene Falls Park (4.8 mi / 7.7 km)
    • Questing (5.4 mi / 8.7 km)
    • Les Trois Emme Winery (6 mi / 9.7 km)
    • Ski Butternut (6.5 mi / 10.5 km)
    • Land of Nod Vineyard and Winery (6.7 mi / 10.8 km)
    • Dry Hill (7 mi / 11.3 km)

    Exploring the natural features in Sheffield

    Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Sheffield. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

    • Umpachene Falls Park (4.8 mi / 7.7 km)
    • Lake Mansfield Park (7.6 mi / 12.2 km)
    • Taconic Trail State Park (8.1 mi / 13 km)
    • Haystack Mountain State Park (10.2 mi / 16.5 km)
    • Beartown State Forest (10.9 mi / 17.6 km)
    • Tyringham Cobble (12.9 mi / 20.7 km)